The Journal.

A Wall Street Legend and His Penthouse Sex Dungeon

140 snips
Jan 29, 2026
Erich Schwartzel, an investigative reporter at The Wall Street Journal, unravels the Howard Rubin saga with crisp reporting. He walks through Rubin’s Wall Street rise, a lavish Metropolitan Tower penthouse, allegations of a secret sex trafficking operation, the recruitment and alleged abuse of vulnerable women, and the long legal fight that followed.
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INSIGHT

Gambler Mentality Fueled Trading Fame

  • Rubin carried a gambler mentality from his card-counting days into trading, taking huge risks that often paid off.
  • Erich Schwartzel links that risk-taking persona to his rise as a star trader on Wall Street in the 1980s.
ANECDOTE

The $250 Million Trade That Backfired

  • In April 1987 Rubin bought a massive position in mortgage securities that became a $250 million loss when mortgages fell.
  • Erich Schwartzel notes the loss was publicly announced by Merrill Lynch and was once seen as the largest single-trade loss.
INSIGHT

Failure Didn't End His Wall Street Career

  • Despite the giant loss and SEC settlement, Rubin quickly returned to trading and was hired by Bear Stearns before year-end.
  • Erich Schwartzel highlights Wall Street's appetite for talent even after public failures.
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